Synthesis by joseph williams
Chm 2210 fall 2010.
Dr, Bruce Bondurant. HERE IS A PRETTY COOL SYNTHESIS I PUT TOGETHER FOR "TREMORINE" BELOW THE PICTURE IS A LITTLR BREIFING ON HOW IT IS SNYTHESIZED. Tremorine is a drug given to laboratory animals to induce the sympthoms of parkinsonism for research on that disease.. HERE WE SEE HOW IN THE FIRST REACTION THE SODIUM AMINE IS ADDED TO PROTANATE THE H IONS AND MAKE ATRIPPLE BOND WITH "C". HENCE Na*C= C-H. HENCE SODIUM CARBENE IS SYNTHESIZED WITH METHYLIODIDE TO ELIMINATE THE PRESENCE OF Na INTO NaI AND LATER IGNORED AS A SPECTATOR.. THE NEXT STEP IS TO TAKE THE METHYL AMINE AND ANALYSE WITH METHLY IODIDE. THIS BRINGS US CLOSER TO THE PRODUCT(COMPOUND) THAN WE WILL USAULLY ASSUME. IN THE PRESENCE OF 2NBS AT UNIFORM EQUILIBRIUM. TRANS 1,2 BROMO ALKYNE. ADDIND 2N2HCO3,C4H3Br2 ANS TOULENE GIVE THE FINAL PRODUCT.. ITS FAILY EASY AND STAIGHT FORWARD. HOPE YOU HAVE FUN ANALYSING MY WORK ,, THANKS FOR TAKING TIME TO VIEW MY SYNTHESIS.
Joseph: This synthesis looks great. Nice work on all areas of it. Bruce Bondurant
Phelicia Slade
This is a triple bond, with SP carbons there is no cis or trans. You also need to write out a description and supply references. Bruce Bondurant
The sodium amine is added which will add to the H ions, forming a sodium carbene. Next the carbene is synthesized with methyl iodide . This will eliminate the presence of Na, turning it into NaI. The sodium amine is then analyzed with methyl iodide, and in the presence of NBS at the state equilibrium, 1,2 bromo alkyne is formed. Finally, adding 2N2HCO3, C4H3Br2 and toluene will give the desired product which is tremorine.
Organic-chemistry.org/abstracts
Tracy Sukoneck
Ethyne reacts with NaNH2 to form ethyne with sodium positive ion and dichloromethane. Then methane group moves towards ethyne and sodium chloride becomes the leaving group. Product then reacts with NaNh2 and CH2Cl2 to form bridge of ring then again reacting with NaNH2 and dibromohalide. Reaction is finalized by H2 reduction, and NH3 and then 1-butene-5-amide reacts with HBr and H2O2 to form rings and finally tremorine.
Tremorine
The effects of triethylcholine and hemicholinium-3 on tremor and brain acetylcholine
References and further reading may be available for this article. To view references and further reading you must purchase this article.
P. Slater and K.J. Rogers
Department of Physiology, Universitu of Manchester, Manchester 13, UK Department of Pharmacology, University of Sheffield, Sheffield, 10, U.K. Received 29 July 1968; accepted 13 August 1968. Available online 8 November 2002.
Abstract
Rats were given intraventricular injections of triethylcholine and hemicholinium-3 in order to impair brain acetylcholine synthesis. The effect of this procedure on the intensity of tremors produced by tremorine, eserine and harmine was determined together with the changes in brain acetylcholine content. Both triethylcholine and hemicholinium-3 prevented the increases in brain acetylcholine previously shown to be associated with tremorine and eserine administration and also antagonized the tremors produced by these two drugs. Harmine tremors however were not affected. It is concluded that the tremors produced by tremorine and eserine are probably associated with increased levels of free acetylcholine in the central nervous system.
Chm 2210 fall 2010.
Dr, Bruce Bondurant.
HERE IS A PRETTY COOL SYNTHESIS I PUT TOGETHER FOR "TREMORINE" BELOW THE PICTURE IS A LITTLR BREIFING ON HOW IT IS SNYTHESIZED. Tremorine is a drug given to laboratory animals to induce the sympthoms of parkinsonism for research on that disease..
IN THE PRESENCE OF 2NBS AT UNIFORM EQUILIBRIUM. TRANS 1,2 BROMO ALKYNE. ADDIND 2N2HCO3,C4H3Br2 ANS TOULENE GIVE THE FINAL PRODUCT.. ITS FAILY EASY AND STAIGHT FORWARD. HOPE YOU HAVE FUN ANALYSING MY WORK ,, THANKS FOR TAKING TIME TO VIEW MY SYNTHESIS.
Joseph:
This synthesis looks great. Nice work on all areas of it.
Bruce Bondurant
Phelicia Slade
This is a triple bond, with SP carbons there is no cis or trans.
You also need to write out a description and supply references.
Bruce Bondurant
The sodium amine is added which will add to the H ions, forming a sodium carbene. Next the carbene is synthesized with methyl iodide . This will eliminate the presence of Na, turning it into NaI. The sodium amine is then analyzed with methyl iodide, and in the presence of NBS at the state equilibrium, 1,2 bromo alkyne is formed. Finally, adding 2N2HCO3, C4H3Br2 and toluene will give the desired product which is tremorine.
Organic-chemistry.org/abstracts
Tracy Sukoneck
Ethyne reacts with NaNH2 to form ethyne with sodium positive ion and dichloromethane. Then methane group moves towards ethyne and sodium chloride becomes the leaving group. Product then reacts with NaNh2 and CH2Cl2 to form bridge of ring then again reacting with NaNH2 and dibromohalide. Reaction is finalized by H2 reduction, and NH3 and then 1-butene-5-amide reacts with HBr and H2O2 to form rings and finally tremorine.
Tremorine
The effects of triethylcholine and hemicholinium-3 on tremor and brain acetylcholine
References and further reading may be available for this article. To view references and further reading you must purchase this article.
P. Slater and K.J. Rogers
Department of Physiology, Universitu of Manchester, Manchester 13, UK
Department of Pharmacology, University of Sheffield, Sheffield, 10, U.K.
Received 29 July 1968; accepted 13 August 1968. Available online 8 November 2002.
Abstract
Rats were given intraventricular injections of triethylcholine and hemicholinium-3 in order to impair brain acetylcholine synthesis. The effect of this procedure on the intensity of tremors produced by tremorine, eserine and harmine was determined together with the changes in brain acetylcholine content. Both triethylcholine and hemicholinium-3 prevented the increases in brain acetylcholine previously shown to be associated with tremorine and eserine administration and also antagonized the tremors produced by these two drugs. Harmine tremors however were not affected. It is concluded that the tremors produced by tremorine and eserine are probably associated with increased levels of free acetylcholine in the central nervous system.tremorine (extra credit)
http://www.facebook.com/album.php?id=614001350&aid=111078#!/photo.php?fbid=10150104350991351&set=a.76123486350.111078.614001350
http://www.organic-chemistry.org/synthesis/O1H/cleavageethers.shtm
Roderick Henderson
Tremorine --> Sandra Zivkovic ( e.c.)
Resources:
http://www.organic-chemistry.org/abstracts/
Bloch, Daniel R. Organic Chemistry Demystified. McGraw-Hill Companies, 2005.
Wade pgs 353-355, 232-242, 272, 316-317, 376-377